Timberland US

How to wear boots to a wedding?

Whether you’re a wedding guest or actually getting married, picking what to wear to a wedding can be a challenge. Especially if it’s an off-season wedding and not the middle of summer, consider a pair of boots. If you ask us, a pair of Timberland boots can be an on-trend way to level up your formalwear.

While only 7% of wedding ceremonies take place in the winter season, there’s plenty of inspiration out there as you plan the perfect winter wedding outfit for your wedding day. When dressing for a winter wedding, boots are a great way to stay warm. From dressy chukka boots to lace-up black boots, Timberland has got you covered for any dress code. Let’s explore a few key outfit ideas before you RSVP “yes.”


Yes, you can wear boots to a winter wedding. Boots are a functional yet stylish option that guarantees you are ready for whatever the weather (and the wedding) has in store. Plus, they pair well with black tie formal attire and dressy jumpsuits or mini dresses.

When choosing what to wear to a winter wedding, avoid wearing dress shoes if the ceremony is happening outside. After all, you don’t want to slip and fall in the snow. That’s why we recommend picking a pair of Timberland boots that will keep your feet warm and dry all day long. While a pair of the Original Yellow Boots is certainly an option. Chances are you’ll want footwear that’s a little more elevated. In that case, consider wearing a pair of dark brown Chukka boots under your dress or suit. 

However, it’s important to note that not all dress codes are alike. While Timberland boots would work well if the event is casual, they may not be appropriate for an ultra-formal dress code. If the event requires black-tie attire and the ceremony is happening indoors, then boots may appear too casual. If there’s inclement weather or a major snowstorm, don’t hesitate to lace up your Timberlands to take you to the venue. Then, change into your heels or dress shoes once you are inside. Don’t forget to don long sleeves and some faux fur to stay on trend this season. Pro tip: just don’t wear white. 


Yes, ankle boots are a stylish option to wear to a wedding with casual dresses and black dresses alike. Unlike knee-length boots or more heavy-duty snow boots, some ankle boots are formal enough for most ceremonies. 

If you’re headed to a fall or spring wedding, a pair of Timberlands will keep your feet warm and dry. As an added benefit, boots are significantly more comfortable than stilettos or high heels and will pair well with any cocktail dress or your favorite wedding guest dress. 


How you style boots for a wedding depends on a few key factors, including the formality of the occasion, the season and weather on the day, and the style of the dress or suit you’re planning to wear. Here are a few things to keep in mind when wearing boots to a wedding: 

  • When in doubt, wear a heel: At first glance, boots may seem too informal for your big day. If you’re concerned about the dress code, we recommend picking a pair of boots with a slight heel to elevate your outdoor wedding attire. If you’re feeling a bit more daring, you can try styling a 3-inch heel and rock our Lana Point Chunky Heel Boots on the dance floor. (We can confirm they are easier to dance in than stilettos).  

  • Go monochrome: With such a range of ankle boot options to choose from, it can certainly be overwhelming to pick the right pair for your outfit. If you’re not quite sure where to start, we recommend wearing a pair of monochrome ankle boots. Black boots make a style statement and go with (almost) anything.

  • Chukka boots are a must:  Chukka boots pair well with dresses and dress pants or chinos. Suede chukkas are appropriate for more formal weddings, while leather chukkas are ideal for more smart-casual looks.

  • Pay close attention to seasonality: While most Timberland boots will keep your feet dry in inclement weather, you might want something a bit more heavy-duty in the winter months. If you’re wearing pants, consider a pair of black lace-up snow boots for a winter wedding. Take a quick look at the forecast, and bring out your suede Chukka boots if the weather looks relatively warm. 


Can I wear boots to a fall wedding? The short answer is yes. In fact, fall may be the most appropriate time to wear less heavy-duty boots that can double as dress shoes. If you’re wondering what to wear to a fall wedding (and what not to wear), we’ve got you covered. 

With 36% of couples getting married in the fall, chances are you or someone you know is headed to a wedding sometime in the next few months. If you’re the bride or groom running the event, you may not have considered boots. If you’re looking to be a little different, bridal boots can be an excellent choice to pair with a wedding dress or bridesmaid dress. Plus, you can take beautiful photos with your bridesmaids matching your footwear. 


Absolutely. You can wear boots to a wedding, especially if you pick classic Chukka boots in neutral shades such as black or brown. When it comes to wedding etiquette, it’s important to pay close attention to the dress code. 

Chukka boots are ideal for more formal occasions, while a more casual backyard wedding might allow for a pair of Original Yellow Boots, depending on the occasion. 


Yes, you can easily wear tall boots to a wedding, especially if you prefer not to wear tights or leggings in the colder months. Over-the-knee boots (or boots that fall just below the knee) are a stylish way to keep your legs warm as temperatures drop. 

What are you waiting for? Shop Timberland boots today and tackle the wedding season in serious style.